Compound Detail

CHEMBL3289671

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Cc1cc(Nc2cc(F)c(C(F)(F)F)c(F)c2)n2nc(C(C)(F)F)nc2n1

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL3289671
Phase	Preclinical
Structure Type	MOL
InChI Key	KKCBTRGIGVWQFK-UHFFFAOYSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

Molecular Properties

393.3

MW (Da)

4.59

ALogP

HBA

HBD

55.1

PSA (Å²)

0.66

QED

Ro5 Violations

Rot. Bonds

Drug Information

Molecule Type	Small molecule
Availability	Unknown
Chirality	Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula	C15H10F7N5
MW	393.27
Aromatic Rings	3
Heavy Atoms	27
NP-Likeness	-1.72

Activity Summary

IC50 10 meas. best 7.92

Kd 2 meas. best 8.29

Target Activity Profile

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Dihydroorotate dehydrogenase CHEMBL3486	Kd	8.29	8.29	5.1	1
Plasmodium falciparum CHEMBL364	IC50	7.92	7.92	12.0	1
Unchecked CHEMBL612545	IC50	7.92	6.4533	12.0	3
Dihydroorotate dehydrogenase CHEMBL3486	IC50	7.7	7.7	20.0	1
Dihydroorotate dehydrogenase (quinone), mitochondrial CHEMBL3588732	IC50	7.7	7.7	20.0	1
Dihydroorotate dehydrogenase (quinone), mitochondrial CHEMBL2383	Kd	7.32	7.32	48.0	1
Dihydroorotate dehydrogenase (quinone), mitochondrial CHEMBL2383	IC50	6.89	6.89	130.0	1
Dihydroorotate dehydrogenase (quinone), mitochondrial CHEMBL2991	IC50	6.75	6.75	180.0	1
Dihydroorotate dehydrogenase (quinone), mitochondrial CHEMBL1966	IC50	5.68	5.625	2100.0	2

Activity Data Samples

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Dihydroorotate dehydrogenase	Kd	=	5.1	nM	8.29	Binding affinity to Plasmodium falciparum DHODH by isothermal titration calorime...	24801997
Plasmodium falciparum	IC50	=	12.0	nM	7.92	Antimalarial activity against Plasmodium falciparum 3D7 infected in RBC after 72...	24801997
Unchecked	IC50	=	12.0	nM	7.92	Inhibition of Plasmodium falciparum DHODH expressed in Escherichia coli using L-...	27721149
Dihydroorotate dehydrogenase	IC50	=	20.0	nM	7.7	Inhibition of N-terminal His6-tagged recombinant Plasmodium falciparum DHODH (am...	24801997
Dihydroorotate dehydrogenase (quinone), mitochondrial	IC50	=	20.0	nM	7.7	Inhibiton Assay: For studying inhibition of Plasmodium or human DHODH enzyme, tw...	-
Dihydroorotate dehydrogenase (quinone), mitochondrial	Kd	=	48.0	nM	7.32	Binding affinity to rat DHODH by isothermal titration calorimetry	24801997
Dihydroorotate dehydrogenase (quinone), mitochondrial	IC50	=	130.0	nM	6.89	Inhibition of rat DHODH (amino acid residues 30 to 396) expressed in Escherichia...	24801997
Dihydroorotate dehydrogenase (quinone), mitochondrial	IC50	=	180.0	nM	6.75	Inhibition of mouse DHODH (amino acid residues 30 to 396) expressed in Escherich...	24801997
Unchecked	IC50	=	700.0	nM	6.16	Inhibition of dog DHODH (amino acid residues 48 to 414) expressed in Escherichia...	24801997
Dihydroorotate dehydrogenase (quinone), mitochondrial	IC50	=	2100.0	nM	5.68	Inhibition of C-terminal His6-tagged human DHODH (amino acid residues 30 to 396)...	24801997
Dihydroorotate dehydrogenase (quinone), mitochondrial	IC50	=	2700.0	nM	5.57	Inhibition of C-terminal His6-tagged human DHODH (amino acid residues 30 to 396)...	24801997
Unchecked	IC50	=	5300.0	nM	5.28	Inhibition of C-terminal His6-tagged human DHODH (amino acid residues 30 to 396)...	24801997

Literature References

PubMed	DOI	Target Context	# Activities
24801997	10.1021/jm500481t	Unchecked	9
24801997	10.1021/jm500481t	Dihydroorotate dehydrogenase (quinone), mitochondrial	5
24801997	10.1021/jm500481t	Dihydroorotate dehydrogenase	2
24801997	10.1021/jm500481t	Plasmodium falciparum	1
24801997	10.1021/jm500481t	No relevant target	1
27721149	10.1016/j.ejmech.2016.09.085	Unchecked	1

Data from ChEMBL 36 via Core Engine